Villa vacation rentals in Marathon

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Popular amenities for Marathon villa rentals

Villa rentals with a pool

The living area features a comfortable gray sofa and a patterned armchair surrounding a wooden coffee table. Sliding glass doors provide access to the pool area, allowing natural light to fill the room and offering views of the lush greenery outside.
Villa in Duck Key
4.35 out of 5 average rating, 20 reviews

2BR water view with private pool, balcony & kayak

JennaRating, 5 stars2 months ago
very comfortable villa. Absolutely loved the little swimming pool. Clean and comfortable villa.
Top guest favorite
Villa in Marathon
5 out of 5 average rating, 21 reviews

Indigo Reef water view Villa- #1 Guest Favorite

CaitlinRating, 5 stars1 week ago
We absolutely loved our stay and can’t wait to return! The unit was pristine and we loved watching the sunsets from the porches. The pool was pristine and never crowded. The hosts were amazingly responsive and helpful.
Villa in Islamorada
5 out of 5 average rating, 3 reviews

Isla Mamey: Waterfront Htd Pool, Dock, Walkable

TanyaRating, 5 stars8 months ago
Our family of 4 stayed for 11 nights to celebrate our twins 10th birthday. We live in Miami and brought most of our kitchen but totally wasn’t needed! Villa #5 has anything and everything kitchen wise! Everything was so clean and comfortable - need to upgrade our home pillows to match! Shared pool was always clean and warm, met so many nice people. Evening dock was awesome for catching small fish with the kids. Location is perfect for all the dining Islamorada has to offer. We can’t wait to go back! Thanks again!
Guest favorite
Villa in Islamorada
4.88 out of 5 average rating, 16 reviews

Islamorada house with best location. Lic # 24-0055

SabraRating, 5 stars3 weeks ago
Perfect place for the family! Kid friendly and cozy. Beds were very comfortable and everything was very clean. We will definitely stay here again.
Villa in Key Largo
4.84 out of 5 average rating, 45 reviews

2bd/2ba Ocean Retreat in Kawama Yacht Club

JanetRating, 5 stars3 weeks ago
A beautiful unit, nice beds and everything as pictured! Paul was good on communication. However, the small community at Kawama is becoming over- crowded. Many times the pools are full and over capacity with screaming kids, and no chairs are available to just sit by the pool. Large parties are happening most every weekend, with a lot of drinking, smoking, and loud music. It’s not Paul’s fault, but the atmosphere here isn’t as quiet and kid friendly as it used to be!

Private villa rentals

Villa in Key Largo
2.67 out of 5 average rating, 3 reviews

Spring Break Getaway: Seaview w/ Pool&Marriott

EdRating, 5 stars15 months ago
Property was excellent and very well prepped for our stay. Andrea did a great job of assisting us and support!
A spacious bedroom features a wooden bed frame with a plush white comforter. Decorative pillows add a touch of color against a soft green accent wall. A bedside lamp and a wooden side table complement the cozy atmosphere.
Villa in Islamorada
4.66 out of 5 average rating, 47 reviews

Picturesque Villa Near History of Diving Museum

MarcRating, 5 stars1 month ago
Beautiful home away from home - great kitchen, everything white and natural Inside, easy parking, lovely pool and private veranda to have a sunset drink. We loved it. Even though I booked a 2/2, there was only ONE bathroom. Make sure to double check you are getting two bathrooms - we managed but I felt a little disappointed because that was my search criteria on air bnb and a must-have. Besides that we loved that there is a golf shuttle to the main hotel. We will be back ! A lovely get away in the Keys
A bright living room features a comfortable sofa and an armchair with decorative patterns. Light-colored walls are complemented by wood flooring. A coffee table sits in front of the sofa, and large sliding glass doors offer a view of the waterfront and patio area.
Villa in Duck Key
4.23 out of 5 average rating, 22 reviews

2BR oceanfront with amazing views, balcony & kayak

JanetRating, 5 stars2 months ago
It was quiet and comfortable. Very clean throughout. Beautiful location. Loved the decks upper and lower. I would rent again.
A charming entry showcases a white door framed by lush greenery and colorful flowering plants. Tall palm trees provide shade, while a stone pathway leads to the entrance, inviting an exploration of the tropical surroundings.
Villa in Islamorada
4.89 out of 5 average rating, 19 reviews

Keys Kottage in Islamorada

JimRating, 5 stars10 months ago
Lloyd was a very friendly and responsive host with a very genuine nature. The Keys Kottage had all the amenities we needed with all modern appliances. Located in a very lush, peaceful, well maintained Villa with friendly neighbors. Boat slip was easily accessible off the bay. We had a great stay. Just ran out of time. We’ll be back.
A view from the room showcases a private patio with two seating chairs and a table. Lush greenery and palms are visible beyond a tranquil bay, framed by elegant glass doors that open to the outdoors.
Villa in Islamorada
5 out of 5 average rating, 5 reviews

Scenic Resort w/ Outdoor Pool | Florida Keys Stay

JackieRating, 5 stars1 month ago
Very nice townhouse, it was also really convenient to call the golf cart and go to the larger resort, which was beautiful.
A bright sleeping area features two spacious beds, adorned with colorful coral-patterned bedspreads. Natural light filters through large windows, complemented by light green curtains. A comfortable white armchair sits beside a dark wooden dresser and a wall-mounted television.
Villa in Key Largo
4.93 out of 5 average rating, 14 reviews

Dolphin Suite

MaryRating, 5 stars25 months ago
Very nice place, quiet, with pool and private beach. Great shower, too! Our condo did not have a kitchen or washer dryer, but it was phenomenally located and so clean and comfortable. We even saw a manatee! Highly recommend!

Luxury villa rentals

Guest favorite
A two-story villa features a cheerful yellow exterior, showcasing a spacious front porch with white railings. Lush green landscaping surrounds the entrance, with vibrant plants adding color. The well-maintained structure stands alongside other similarly styled homes in a serene and inviting neighborhood.
Villa in Islamorada
5 out of 5 average rating, 32 reviews

Anglers Reef Islamorada

NicoleRating, 5 stars1 month ago
Our family of 5 loved our time in Islamorada. The community was beautiful and quiet. It was definitely mostly retired couples but everyone was friendly with our young kids. The condo was bigger than the pictures made it seem- we had more than enough space. Everything was clean and we had everything we needed.
A sparkling pool is set against a backdrop of lush greenery and calm water. A hammock is suspended between palm trees, inviting relaxation. Surrounding the pool, well-maintained landscaping features vibrant plants and manicured grass, enhancing the serene outdoor space.
Villa in Marathon
4.67 out of 5 average rating, 3 reviews

Villa Sombrero

NikkiRating, 5 stars28 months ago
We had a wonderful time. The neighborhood is beautiful, super quiet and nice to walk around. We used the provided paddle boards to go to nearby Sombrero Beach which was lovely. We also walked to Publix and Walgreens. The house itself is really two houses - one upstairs and one downstairs - each with their own kitchens, bedrooms and bathrooms. The house itself is simple and utilitarian, but backyard area is really spectacular. We spent the vast majority of our time outside lounging, playing tennis or swimming in the pool. The location also makes for an easy day trip to Key West. The property manager Jesús was extremely responsive and took care of everything we needed.
A spacious bedroom features a king bed with crisp linens and a decorative pillow. Large glass doors open to a private patio, allowing natural light to fill the room. A ceiling fan provides air circulation, and a flat-screen TV is positioned on a light-colored media console.
Villa in Islamorada
5 out of 5 average rating, 3 reviews

2 Spacious Villa Perfect For Family Beach Retreat

LanceRating, 5 stars4 months ago
All was great and as expected! Would stay again! Beautiful views.
A bright bedroom features a spacious bed with a floral throw across the bottom. Light-colored walls complement the wooden ceiling. A small armchair sits in the corner, and large glass doors lead to a balcony, allowing natural light to fill the room.
Villa in Key Largo
5 out of 5 average rating, 3 reviews

Dolphin 1-Bedroom Villa

KellyRating, 5 stars37 months ago
A beautiful quiet place to stay. Kayaking in the morning and swimming in the pool at night. We loved exploring other Florida Keys and coming back to sleep. Easy check in and out.
An aerial view of a beautiful villa surrounded by lush greenery and palm trees. The property includes a private heated pool, lounge chairs, and a tiki hut, all set against the tranquil waterfront, with a boat dock visible along the edge of the water.
Villa in Islamorada
4.86 out of 5 average rating, 7 reviews

3 EnSuite Bedrooms! Waterfront Resort, Pool, Dock!

MeghanRating, 5 stars2 weeks ago
This house was perfect for our family of 5 for Spring Break. The canal at the back was perfect for fishing, kayaking and SUP. The pool was lovely and warm. The house and grounds were so beautiful and comfortable! We had a wonderful time and would stay here again in a heartbeat!
Villa in Key Largo
4.71 out of 5 average rating, 7 reviews

Family Spring-Break: Spa, Gym&Marriott Privileges

CarterRating, 5 stars1 week ago
Place was well worth the money and the amenities provided at the resort down the road were incredible. Felt like you were in the White Lotus but more family friendly. Gorgeous beach, very updated house and super clean. Highly recommend to anyone on the fence.
A serene marina scene is captured with boats moored on calm waters surrounded by lush palm trees. The sky displays dramatic clouds illuminated by the golden hues of sunrise, creating a peaceful coastal atmosphere.
Villa in Key Largo
4.79 out of 5 average rating, 68 reviews

Oceanfront Villa overlooking the Atlantic

ShannonRating, 5 stars25 months ago
My family really enjoyed our stay at Vivian’s place! The photos do not do it justice! Very roomy, amazing water views, and beautiful decor/upgrades. Vivian had everything we needed for our stay - we traveled with a toddler and baby and everything we needed was there. Vivian was responsive and helpful. We would definitely stay again! Thanks Vivian!
Guest favorite
A covered porch features four white Adirondack chairs positioned on a wooden deck. Lush green palm trees and landscaping provide a tropical backdrop, while a sparkling pool is visible in the distance, completing the serene outdoor setting.
Villa in Marathon
5 out of 5 average rating, 10 reviews

Waterfront Villa (38) w/ sunset views & boat slip

KatrinRating, 5 stars3 weeks ago
Great location on the property. Beautiful view of the water and the pool. Nice big porch to relax on with plenty of chairs. Provided plenty of towels and the kitchen had everything you needed. Could have used more TB, PT and some dishwasher soap but all good. This place is a favorite of ours to just relax and go boating! Highly recommend!!

Quick stats about villa rentals in Marathon

  • Total rentals

    30 properties

  • Nightly prices starting at

    $200 before taxes and fees

  • Total number of reviews

    890 reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore

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  4. Monroe County
  5. Marathon
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